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Work Towards the Synthesis and Characterization of a Cubyl Styrene Derivative

Danielle M. Raymond

出版	Niagara University, 2010
URL	http://books.google.com.hk/books?id=4pvaYgEACAAJ&hl=&source=gbs_api

註釋

Since the synthesis of cubane by Eaton and Cole in 1964, there have been numerous studies done on its reactivity and different applications. Cationic, anionic, and radical reactions of cubane have been studied extensively. Because of its wide range of functionality, cubane containing polymers have been sought after since 1996. All of the early cubane containing polymers were found to be insoluble in everyday solvents. A solution was found to this problem by Priefer et al. that incorporated the cubane into the polymer by tethering it to the backbone via ester linkages. This did two things; it provided the first readily soluble cubane containing polymer as well as shed light on a new problem with an iodo-vinyl cubane derivative. The 4-iodo-vinyl cubane monomer could not be polymerized due to the cage opening and rearrangement of the molecule. This provoked Savage and coworkers to synthesize a cubyl styrene derivative. With hopes that the benzene ring would resonance stabilize a radical formed during free radical polymerization, our research focused on reproducing the cubyl styrene using a novel synthetic route. Our findings on the cubyl styrene product are further discussed in this thesis.